Repositorio Institucional
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| Title: | Antiradical activity of isoquinoline and indole alkaloids |
| Other Titles: | Actividad antiradical de alcaloides indólicos e isoquinolínicos |
| Authors: | Pérez, Pilar González, Alejandro Sousa, Luis Camejo, David Castillo, Jimmy Hasegawa, Masahisa Rodríguez, María del C. |
| Keywords: | berberine boldine ibogaine voacanginol DPPH |
| Issue Date: | 2010 |
| Publisher: | Ciencia |
| Citation: | Volumen 18, número 1, páginas 58-64 |
| Abstract: | The antiradical activity of four alkaloids -ibogaine, voacanginol, boldine and berberinewere studied. The relationship between their antiradical activities and structural aspects was investigated. The antiradical activity was tested in ethanolic solution as the ability to scavenge free 1,1’-diphenyl-2-picrylhydrazyl radicals (DPPH). The lowest energy molecular conformations and electrostatic potential of the alkaloids were calculated using HyperChem molecular modeling software. Three compounds ibogaine, voacanginol and boldine bear abstractable hydrogen on their structures; the main difference between them is the presence of phenolic hydrogen in boldine and labile hydrogens linked to nitrogen atoms in ibogaine and voacanginol, two closely related alkaloids. The alkaloid tested boldine showed similar activity to voacanginol and ibogaine, whereas berberine, lacking an abstractable hydrogen in its structure, showed the lowest antiradical activity. |
| Description: | Se realizó el estudio de la actividad antiradical de cuatro alcaloides: ibogaina, voacanginol, boldina y berberina. Se investigó la relación estructura-actividad antiradical para los alcaloides estudiados. La actividad antiradical fue evaluada como la habilidad para neutralizar el radical 1,1´-difenil-2-picrilhidrazilo (DPPH). Se determinaron las conformaciones de menor energía y el potencial electrostático asociado a los compuestos evaluados utilizando el programa Hyper- Chem. Ibogaina, voacanginol y boldina poseen hidrógenos lábiles en sus estructuras. Ibogaina y voacanginol, dos alcaloides relacionados, poseen hidrógenos unidos a un átomo de nitrógeno en un anillo indólico, mientras que ibogaina, posee hidrógenos fenólicos. Boldina muestra una actividad antiradical similar a la obtenida para ibogaina y voacanginol. Berberina, que no posee hidrógenos lábiles en su estructura mostró la menor actividad antiradical. |
| URI: | http://hdl.handle.net/10872/14051 |
| Appears in Collections: | Artículos Publicados |
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